Family-friendly holiday rentals in Santa Rosa Island

Townhouse in Fort Walton Beach

A vibrant blue exterior is complemented by bright yellow shutters and a cheerful front door. The property features a well-maintained driveway leading up to the entrance, with landscaping that includes mulch and greenery on either side.

4.95 out of 5 average rating, 103 reviews

Retro Town: Arcade, Pets, and Grill Near Beach

Retro Town is a rare find in the heart of Fort Walton Beach that'll take you back! Enjoy four smart TVs, three arcade games to include street fighter, NBA Jam, Pac-Man, Street Fighter and more. There’s also a fully furnished kitchen, board games, a cozy living room, propane grill, with a nice outdoor setting with decorative lights for when you return home from the beach. This STR is riddled with old school accents and creative colors that'll make your stay a memorable one. We hope to host you so

A light-filled living area features a leather sleeper sofa facing large sliding glass doors that open to a private balcony with ocean views. A coffee table sits on a decorative rug, and palm trees are visible outside, enhancing the coastal ambiance.

5 out of 5 average rating, 103 reviews

Panoramic Gulf Views! | 3 Kings

"Panoramic Gulf" Highlights: - Beachfront Condo at Island Princess - Corner Unit, Second Floor - Gulf and Garden Patio Views - King Bed in Each Room - Custom Bunk Bed: Twin over King over Twin - Leather Sleeper Sofa with Upgraded Mattress - Free “Platinum” Beach Service: 2 Chairs, Umbrella, and Table + Kayak / Paddleboard access (Mar-Oct) - Cable + Streaming - Wifi - Seasonally Heated Pool - Washer/Dryer in the Condo - Keurig and drip coffee makers - Pack n' Play - Shopping / Restaurants Nearby

Superhost

A light-filled living space is showcased, featuring a comfortable sofa and a coffee table at the center. Large glass doors open to a balcony, allowing natural light to flow in. Two lamps provide additional warmth, while neutral tones create a calming ambiance.

Flat in Fort Walton Beach

4.8 out of 5 average rating, 235 reviews

Waterfront two bedrooms apartment

Cozy waterfront two-bedroom apartment! Only two minutes away from the ocean! Accommodates up to 6 people - 1 king bed, 1 queen bed and sofabed. Fully equipped kitchen, washer and dryer in the unit. For your convenience, there is one parking spot available in the building parking lot, any additional parking is by the building. There are inside and outside swimming pools (one is heated), gym and several barbeque stations. Located in the family friendly community, quite time is from 10 pm to 8 am.

Flat in Fort Walton Beach

The living area features a navy blue sleeper sofa adorned with teal accent pillows. A small white dining table with two chairs sits nearby, while a vibrant piece of wall art adds a pop of color. Natural light enters through the window, enhancing the space.

4.87 out of 5 average rating, 147 reviews

*Perfect location | Charming beach retreat*

Located a short three minute drive to the beautiful white sand beaches of the emerald coast, and only two minutes from downtown. This bright and well kept condo is the perfect escape that you've been waiting for! Fully stocked with extra towels, beach chairs, and all the standard cookware for your family beach getaway. Our condo was created for your relaxation, enjoyment, and affordability being our highest priorities. Extended stay guests are welcome with huge weekly discounts. No pets policy.

4.94 out of 5 average rating, 195 reviews

The Turtles Escape *2025 update: Brand new HOT TUB

Welcome to The Turtles Escape! **^2025 update: Brand new HOT TUB!*** The Turtles Escape is a perfect getaway located at the Grand Caribbean West in Destin. This 1 Bedroom/1 Bathroom sleeps 6 turtles. Enjoy gulf views from our balcony and stunning sunsets. Literally seconds away from the beach! Beach towels and beach equipment is provided! Have fun at the heated pool. At night, have a movie night on our 65" TV with surround system. Rest easy, your local hosts will be there for any guidance!

4.97 out of 5 average rating, 147 reviews

A light green cottage features a spacious porch with white railings and two outdoor chairs, surrounded by palm trees and well-maintained gardens. The design harmonizes with the bright blue sky and nearby structures, creating an inviting beach atmosphere.

Cottage in Destin

One Block to Crystal Beach + Pool + King Bed + Convenient Location

- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - 1.0 mile to Publix - This is the UPSTAIRS UNIT (downstairs rents separately through same host.) Each unit is fully separate. The Destin Doublemint, a bright and airy one-bedroom cottage, is the perfect spot for your beach vacation. It's less than a 2-minute walk to the sand, making it easy to pop back for a dip in the pool or a movie in the AC before walking back over for sunset.

Apartment in The Village of Baytowne Wharf

A spacious studio features a king bed adorned with neutral linens and an array of decorative pillows. Natural light flows through sliding glass doors that lead to a private balcony, while a comfortable queen sofa is positioned nearby, offering additional seating.

4.9 out of 5 average rating, 261 reviews

Stylish Coastal Baytowne Studio Amazing Amenities

Enjoy a stylish experience at this centrally-located studio on the Sandestin Resort right in the heart of the action of Baytowne Wharf Village. Newly renovated Welcome to paradise! Unit is located on the 5th floor of Pilot House allowing quick walking access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! The unit offers a King bed with luxury linens. Comfortable queen sofa that will fit two more guests or children.

The landscaped grounds feature a grassy area bordered by palm trees, leading to a mickey-shaped pool. The backdrop includes a waterfront view with boats visible, along with the multistory building where the studio units are located.

4.88 out of 5 average rating, 569 reviews

Cozy Soundside Condo - WataView2!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.

4.92 out of 5 average rating, 257 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the beach. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Houseboat in Fort Walton Beach

A houseboat is docked on a covered pier, surrounded by calm water. White chairs are positioned on the deck, offering a relaxing view of the bayou. Lush greenery frames the setting, while the dock's wooden surface provides easy access.

4.95 out of 5 average rating, 113 reviews

Unique water front stay Houseboat Destin/FWB

Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

Two beach chairs are set up beneath a colorful umbrella on a sandy shore, with soothing waves visible in the background. Towels are draped over the chairs, and a cooler is placed on the sand, creating a welcoming spot for relaxation by the water.

4.91 out of 5 average rating, 175 reviews

Sunrise Destin-ation -Heated Pool-Beach View

“Sunrise Destin-ation” is the perfect spot for your next Destin getaway! “5-10 minutes away from everything - from the Beach, across the street, to limitless restaurants. Prime location for a trip to Destin!” – Cordelra, ‘23.. Our freshly remodeled condo, with a king bedroom, a twin-bunk alcove, and a queen sleeper sofa accommodates up to 6 guests easily so indulge in our community pool just STEPS from 2 gorgeous public beach access points directly across the street. Enjoy!

Guest house in Fort Walton Beach

A spacious bed is adorned with soft, white linens and decorative pillows, flanked by elegant bedside lamps. A geometric mirror adds a modern touch to the wall, while natural light filters through partially opened shutters.

4.87 out of 5 average rating, 327 reviews

➢ 30 Seconds to the Beach - Private Guest House! ☼

Relax in this newly renovated studio guest house with a king-size Purple mattress. Stay in a great location that is a 3-minute walk to a public beach on the bayou. Minutes away from all the military bases and Fort Walton downtown area, 15 minutes from Destin. Make gourmet meals in the full-size kitchen with all pots and cookware needed. A private covered carport is included and a private bathroom. The main house is 30 yards away. This is listing 100% solar-powered!

Popular amenities for Santa Rosa Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A balcony space features a raised table with two chairs, overlooking the Gulf of Mexico. Lush palm trees frame the view, adding a tropical touch. The railing provides safety while allowing unobstructed sightlines of the sparkling water and beach.

4.85 out of 5 average rating, 443 reviews

Gulf Front to Emerald Waters and Sugar White Sand

4.96 out of 5 average rating, 120 reviews

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

Home in Destin

Sugar Sand Cottage at Destin Pointe

A well-appointed studio condo features a modern kitchen with a stainless steel refrigerator and ample counter space. A round dining table with four chairs sits beside a cozy sitting area that includes a sleeper sofa and a colorful quilted bed, all bathed in soft, natural light.

4.93 out of 5 average rating, 259 reviews

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove

Apartment in The Village of Baytowne Wharf

A spacious studio layout is illustrated, featuring a king size bed with blue bedding and a cozy sofa in a warm blue tone. Bright natural light filters in through large windows, with a dining area set near the kitchenette and a decorative rug adding color to the space.

4.94 out of 5 average rating, 157 reviews

Serene Condo w/ Shared Pool, Hot Tub & Bch Access

Apartment in Santa Rosa Beach

A clear view of the beachfront pool is presented, surrounded by lounge chairs. Beyond the pool, the private beach stretches along the shoreline, meeting the turquoise waters of the Gulf. The bright blue sky complements the vibrant scene, creating a tranquil atmosphere.

4.96 out of 5 average rating, 112 reviews

Beachfront 30A Private Beach Blue Mountain Paradis

A comfortable living area is featured, showcasing a spacious sofa and armchair. Natural light illuminates the room through large sliding glass doors that open to a lush green view. A light-colored area rug adds warmth, while decorative accents enhance the inviting setting.

4.91 out of 5 average rating, 140 reviews

Condo on a Golf Course, 5 Minute Walk to Pvt Beach

4.88 out of 5 average rating, 101 reviews

A light-filled living area features a comfortable sofa with patterned upholstery and a large round coffee table. Floor-to-ceiling windows offer views of the ocean, while nautical-themed decor, including an oar and ship wheel, enhances the coastal ambiance.

Flat in Destin

Nautical Dunes - Ocean Front View!

A spacious living area features comfortable seating in various shades of blue, complemented by large windows offering stunning views of the Gulf. A dining table for four is visible, along with a smart TV. Light-colored decor enhances the airy feel of the space.

4.95 out of 5 average rating, 157 reviews

Majestic Sun A703*Gulf Views*Heated Pools/Hot Tubs

Family- and pet-friendly home rentals

A sandy beach is lined with colorful umbrellas and beachgoers enjoying the sunny weather. The ocean features calming turquoise waters, with a gentle wave pattern. A green flag rises from a pole, indicating beach conditions, while tall grasses sway in the foreground against a clear blue sky.

4.93 out of 5 average rating, 181 reviews

Okaloosa Island Condo. (13 ).Small pet/pool/grill

Guest suite in Fort Walton Beach

The exterior of the house features a stone facade and a welcoming entrance, framed by greenery. A manicured lawn leads to the front door, inviting guests. Large trees provide shade, enhancing the home's curb appeal.

4.85 out of 5 average rating, 283 reviews

Spacious, Cozy and Private

Cottage in Fort Walton Beach

A cozy living area features sloped ceilings and abundant natural light from large windows. A plush sectional sofa is arranged around a circular coffee table, complemented by a patterned area rug. A single lamp provides additional lighting, enhancing the space's comfort.

4.91 out of 5 average rating, 275 reviews

"Quirky Cottage"

A spacious living area features light-colored walls and warm wood flooring. A comfortable blue sofa is placed opposite two beige armchairs, with a small side table beside each. Large windows are adorned with sheer curtains, allowing natural light to fill the room.

4.83 out of 5 average rating, 210 reviews

Affordable Beach Vacation, Walk To The Beach!

4.98 out of 5 average rating, 105 reviews

The exterior of a two-story townhome is framed by palm trees and colorful landscaping. The living area features a comfortable seating arrangement with a large TV and an electric fireplace, complemented by soft lighting and a warm color palette. A map indicates nearby attractions.

Townhouse in Destin

Half duplex 300 steps from beach • Free cruise!

4.84 out of 5 average rating, 105 reviews

The living area features a comfortable sofa facing a large television mounted against a light-colored wall. An open kitchen with modern appliances is visible, complemented by a wooden island with seating for four. Warm wooden tones and elegant flooring enhance the space.

Home in Ferry Park

House 5 min to Beach, Fire Pit, Deck, Pickleball

Townhouse in Fort Walton Beach

An open living space features a large flat-screen television mounted on a white wall. A comfortable sectional sofa is positioned around a coffee table, complemented by decorative elements such as a plant and books. A sleek kitchen bar with stools enhances the layout, creating a welcoming atmosphere.

4.94 out of 5 average rating, 194 reviews

Beauty & The Beach near Gulf Beaches & Bay

4.87 out of 5 average rating, 231 reviews

A spacious living area features a light-colored sofa adorned with coordinating cushions. A starfish-patterned rug adds character, while a TV sits across from a dining area with a wooden table and chairs. The open kitchen, visible in the background, includes modern appliances.

Flat in Destin

Come SEA us! Lake front condo+3 pools+tennis.

Family-friendly home rentals with a pool

An airy living room is observed with comfortable seating, balanced by a nautical theme and large glass doors leading outside. A serene bedroom features a light wood nightstand beside a spacious bed, with soft linens and light blue accents, creating a calm ambiance.

4.72 out of 5 average rating, 121 reviews

A129 Waterscape 1st floor,beach chairs& Lazy River

A private balcony is featured, showcasing a round table with two chairs. The expansive view includes the Gulf waters and sandy beach under a partly cloudy sky with sunlight reflecting off the water.

4.94 out of 5 average rating, 177 reviews

Gulf View Studio condo Fort Walton Beach

A spacious living area is highlighted by a large chandelier and soft-colored furnishings. Floor-to-ceiling glass doors provide a direct view of the ocean, while a round table with decorative centerpiece sits in the foreground. A comfortable seating arrangement complements the serene coastal atmosphere.

4.96 out of 5 average rating, 501 reviews

Beach Paradise - Ocean View - Bonus Beach Service

A panoramic beachfront view showcases a stretch of white sand leading to calm, clear waters. Chairs are arranged along the beach, and a refreshing swimming pool is visible in the foreground. The scene is framed by a balcony railing, enhancing the coastal experience.

4.85 out of 5 average rating, 102 reviews

Sea Oats*Beachfront View!2Bdr/2Bath, Sleeps 6

A bright kitchen features modern stainless steel appliances and quartz countertops, with soft-close cabinets providing ample storage. The cozy living area includes a comfortable sofa and colorful decor, while the serene beachfront is visible through the window, where gentle ocean waves meet a colorful sky.

4.94 out of 5 average rating, 183 reviews

Beautiful Emerald Beach Condo

Apartment in Okaloosa Island

A beach chair labeled 'Colorful Paradise' is positioned on the soft, white sand, with clear turquoise waters in the background. The scene captures the serene coastal environment of the Emerald Coast, inviting relaxation and enjoyment of the beach.

4.97 out of 5 average rating, 118 reviews

Colorful Paradise Okaloosa Island Umbrella, Chairs

Flat in Fort Walton Beach

A spacious studio features a comfortable seating area with a white sofa and a round dining table. A large bed is positioned against the far wall, complemented by warm-toned bedding. Soft lighting from the lamps enhances the modern decor, while a kitchen is visible in the background.

4.96 out of 5 average rating, 27 reviews

Pristine Pool and Water View!